Etymology
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leery (adj.)

"knowing, wide-awake, untrusting, suspicious, alert," 1718, originally slang, with -y (2), but otherwise of unknown origin. Perhaps from dialectal lere "learning, knowledge" (see lore), or from leer (v.) in a now-obscure sense "walk stealthily with averted looks, sneak away" (1580s). OED suggests connection with archaic leer (adj.) "empty, useless," a general Germanic word (cognate with German leer, Dutch laar), of unknown origin.

updated on June 05, 2016

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Definitions of leery from WordNet

leery (adj.)
openly distrustful and unwilling to confide;
Synonyms: mistrustful / suspicious / untrusting / wary
From wordnet.princeton.edu, not affiliated with etymonline.